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Synthesis 2008(1): 141-148
DOI: 10.1055/s-2007-990943
DOI: 10.1055/s-2007-990943
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York
Study of Copper(I) Catalysts for the Synthesis of Carbanucleosides via Azide-Alkyne 1,3-Dipolar Cycloaddition
Further Information
Received
22 October 2007
Publication Date:
07 December 2007 (online)
Publication History
Publication Date:
07 December 2007 (online)

Abstract
The activity of three copper(I)-based catalytic systems in the preparation of various 1,2,3-triazolyl-carbanucleosides via the Huisgen azide-alkyne 1,3-dipolar cycloaddition is presented. The influence of the alkyne substituent, solvent, and heating mode were studied. The preparation of [1,2-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]bromocopper [(IMes)CuBr] is discussed.
Key words
copper(I) catalysts - Huisgen 1,3-dipolar cycloaddition - carbanucleosides - N-heterocyclic carbenes
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References
File CCDC 654537 contains the complete crystallographic data for (IMes)CuBr. These data can be obtained free of charge from The Cambridge Crystallographic Data center via www.ccdc.cam.ac.uk/data-request/cif.
31Ratio 1,4-triazole/1,5-triazole = 65:35.